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(2E)-2-Benzylidene-4,7-dimethyl-2,3-dihydro-1H-inden-1-one (MLT-401), a novel arylidene indanone derivative, scavenges free radicals and exhibits antiproliferative activity of Jurkat cells Cover

(2E)-2-Benzylidene-4,7-dimethyl-2,3-dihydro-1H-inden-1-one (MLT-401), a novel arylidene indanone derivative, scavenges free radicals and exhibits antiproliferative activity of Jurkat cells

Open Access
|Mar 2020

References

  1. Hoake JB, Pastorino JG. Ethanol, oxidative stress and cytokine-induced liver cell injury. Alcohol. 2002; 27:63–8.
  2. Rahal A, Kumar A, Singh V, Yadav B, Tiwari R, Chakraborty S, Dhama K. Oxidative stress, prooxidants, and antioxidants: the interplay. BioMed Res Int. 2014; 761264. doi:10.1155/2014/761264
  3. Gillet JP, Gottesman MM. Mechanisms of multidrug resistance in cancer. Methods Mol Biol. 2010; 596:47–76.
  4. Schmitz KJ, Otterbach F, Callies R, Levkau B, Hölscher M, Hoffmann O, et al. Prognostic relevance of activated Akt kinase in node-negative breast cancer: a clinicopathological study of 99 cases. Mod Pathol. 2004; 17:15–21.
  5. Fodouop SPC, Simo RT, Amvene JM, Talla E, Etet PFS, Takam P, et al. Bioactivity and therapeutic potential of plant extracts in cancer and infectious diseases. J Dis Med Plants. 2015; 1:8–18.
  6. Özdemir A, Turan-Zitouni G, Kaplancikli ZA, Tunali Y. Synthesis and biological activities of new hydrazide derivatives. J Enzyme Inhib Med Chem. 2008; 29:1–13.
  7. Kaplancikli ZA, Turan-Zitouni G, Ozdemir A, Teulade J-C. Synthesis and antituberculosis activity of new hydrazide derivatives. Arch Pharm Chem Life Sci. 2008; 20:20–8.
  8. Geronikaki A, Eleftheriou P, Vicini P, Alam I, Dixit A, Saxena AK. 2-Thiazolylimino/heteroarylimino-5-arylidene-4-thiazolidinones as new agents with SHP-2 inhibitory action. J Med Chem. 2008; 51:5221–8.
  9. Abdelrazek FM, Metz P, Kataeva O, Jäger A, El-Mahrouky SF. Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives. Arch Pharm. 2007; 340:543–8.
  10. Ottanà R, Maccari R, Ciurleo R, Vigorita MG, Panico AM, Cardile V, et al. Synthesis and in vitro evaluation of 5-arylidene-3-hydro-xyalkyl-2-phenylimino-4-thiazolidinones with antidegenerative activity on human chondrocyte cultures. Bioorg Med Chem. 2007; 15:7618–25.
  11. da Costa Leite LF, Veras Mourão RH, de Lima Mdo C, Galdino SL, Hernandes MZ, de Assis Rocha Neves F, et al. Synthesis, biological evaluation and molecular modeling studies of arylidene-thiazolidinediones with potential hypoglycemic and hypolipidemic activities. Eur J Med Chem. 2007; 42:1263–71.
  12. Bansal R, Guleria S. Synthesis of 16E-[3-methoxy-4-(2minoethoxy) benzylidene]androstene derivatives as potent cytotoxic agents. Steroids. 2008; 73:1391–9.
  13. Menezes JCJMDS. Arylidene indanone scaffold: medicinal chemistry and structure–activity relationship view. RSC Adv. 2017; 7:9357–72.
  14. Pati HN, Das U, De Clercq E, Balzarini J, Dimmock JR. Molecular modifications of 2-arylidene-1-indanones leading to increased cytotoxic potencies. J Enzyme Inhib Med Chem. 2007; 22:37–42.
  15. Minotti G, Menna P, Salvatorelli E, Cairo G, Gianni L. Anthracyclines: molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity. Pharmacol Rev. 2004 56:185–229.
  16. Carrera MP, Ramírez-Expósito MJ, Martínez-Martos JM. Actual and potential agents and biomarkers in the treatment of cancer. Anti-cancer Agents Med Chem. 2009; 9:500–16.
  17. Rajagopalan P, Alahmari KA, Elbessoumy AA, Balasubramaniam M, Suresh R, Shariff MEA, Chandramoorthy HC. Biological evaluation of 2-arylidene-4, 7-dimethyl indan-1-one (FXY-1): a novel Akt inhibitor with potent activity in lung cancer. Cancer Chemother Pharmacol. 2016; 77:393–404.
  18. Becker K, Schroecksnadel S, Gostner J, Zaknun C, Schennach H, Überall F, Fuchs D. Comparison of in vitro tests for antioxidant and immunomodulatory capacities of compounds. Phytomedicine. 2014; 21:164–71.
  19. Moon JK, Shibamoto T. Antioxidant assays for plant and food components. J Agric Food Chem. 2009; 57:1655–66.
  20. Lee HJ, Kim TH, Kim JN. One-pot synthesis of (E)-2-arylideneindan-1-ones from the Baylis-Hillman adducts via the successive inter- and intramolecular Friedel-Crafts reactions. Bull Korean Chem Soc. 2001; 22:1059–68.
  21. Prasanna R, Harish CC. Anticancer effect of a novel 2-arylidene-4,7-dimethyl indan-1-one against human breast adenocarcinoma cell line by G2/M cell cycle arrest. Oncology Res. 2010; 18:461–8.
  22. Dzoyem JP, Eloff JN. Anti-inflammatory, anticholinesterase and antioxidant activity of leaf extracts of twelve plants used traditionally to alleviate pain and inflammation in South Africa. J Ethnopharmacol. 2015; 160:194–201.
  23. Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 1983; 65:55–63.
  24. Solomson LP, Liepkalns VA, Spector A. Changes in (Na+ + K+)-ATPase activity of Ehrlich ascites tumor cells produced by alteration of fatty acid composition. Biochem. 1976; 15:892–7.
  25. Hjertén S, Pan H. Purification and characterization of two forms of a low-affinity Ca2+-ATPase from erythrocyte membranes. Biochem Biophys Acta. 1983; 728:281–8.
  26. White MD and Ralston GB. Purification of water soluble Mg2+ ATPase from human erythrocyte membranes. Biochem Biophys Acta. 1980; 599:569–79.
  27. Deng M, Zha J, Jiang Z, Jia X, Shi Y, Li P, et al. Apatinib exhibits anti-leukemia activity in preclinical models of acute lymphoblastic leukemia. J Transl Med. 2018; 16:47. doi:10.1186/s12967-018-1421-y
  28. Guo J, Zhang Y, Zhang J, Liang J, Zeng L, Guo G. Anticancer effect of tert-butyl-2(4,5-dihydrogen-4,4,5,5-tetramethyl-3-O-1H-imidazole-3-cationic-1-oxyl-2)-pyrrolidine-1-carboxylic ester on human hepatoma HepG2 cell line. Chem Biol Interact. 2012; 199:38–48.
  29. Kamal A, Hussaini SMA, Malik MS. Recent developments towards podophyllotoxin congeners as potential apoptosis inducers. Anticancer Agents Med Chem. 2015; 15:565–74.
  30. Wang C, Youle RJ. The role of mitochondria in apoptosis. Annu Rev Genet. 2009; 43:95–118.
  31. Majtnerová P, Roušar T. An overview of apoptosis assays detecting DNA fragmentation. Mol Biol Rep. 2018; 45:1469–78.
  32. Babes RM, Tofolean IT, Sandu RG, Baran OE, Cosoreanu V, Ilie MT, et al. Simple discrimination of sub-cycling cells by propidium iodide flow cytometric assay in Jurkat cell samples with extensive DNA fragmentation. Cell Cycle. 2018; 17:766–79.
  33. Lopez J, Tait SW. Mitochondrial apoptosis: killing cancer using the enemy within. Br J Cancer. 2015; 112:957–62.
  34. Gassbarini A, Borle AB, Faghali H, Bender C, Francavilla A, Van Thiel D. Effect of anoxia on intracellular ATP, Na+i, Ca2+i, Mg2+i, and cytotoxicity in rat hepatocytes. J Biol Chem. 1994; 267: 6654–63.
DOI: https://doi.org/10.1515/abm-2019-0052 | Journal eISSN: 1875-855X | Journal ISSN: 1905-7415
Language: English
Page range: 131 - 139
Published on: Mar 31, 2020
Published by: Chulalongkorn University
In partnership with: Paradigm Publishing Services
Publication frequency: 6 issues per year

© 2020 Prasanna Rajagopalan, Harish C. Chandramoorthy, published by Chulalongkorn University
This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.